Wellesley Hills, MA Homes for Sale with Pool

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  /31

  $1,250,000

  • 3 Beds
  • 2 Baths
  • 1,627 Sq Ft

  250 Hammond Pond Pkwy Unit 1507N, Chestnut Hill, MA 02467

  A rare opportunity to own a three-bedroom home in one of Chestnut Hill’s most prominent luxury buildings on Hammond Pond Parkway. This 15th-floor corner residence offers breathtaking southwest views, beautiful sunsets, nearly 1,700 square feet of living space, and a layout that lives even larger. Three generously sized bedrooms, two full baths, and thoughtful details throughout create an

  Richard C. Dore Hammond Residential Real Estate

  250 Hammond Pond Pkwy Unit 1507N, Chestnut Hill, MA 02467
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  /42

  $3,950,000

  • 5 Beds
  • 8 Baths
  • 8,555 Sq Ft

  4 Claybrook Rd, Dover, MA 02030

  Exquisite antique country estate sited on 3.48 acres of manicured lawns and vibrant gardens, bordered by stone patios and a fabulous inground pool tucked among specimen trees for exceptional privacy. A circular drive leads to a spectacular 17-room, five-bedroom retreat, plus a 2009 carriage house with 2/3 bay heated garage, indoor lap pool, full bath, sauna, office/music room, and impressive gym.

  Martha Bohlin Compass

  4 Claybrook Rd, Dover, MA 02030
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  /36

  $2,250,000

  • 4 Beds
  • 5.5 Baths
  • 5,529 Sq Ft

  233 Rice Rd, Wayland, MA 01778

  Set along a scenic country road bordering rolling farmland, this exceptional home offers privacy, space and timeless elegance. A grand foyer welcomes you inside, flanked by a large formal dining room and living room. The heart of the home is the spacious, updated kitchen featuring crisp white cabinetry, a pantry, and an inviting eat-in casual dining area. The adjoining family rm with fireplace

  Tanimoto Owens Team Gibson Sotheby's International Realty

  233 Rice Rd, Wayland, MA 01778
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  /36

  $4,999,000

  • 6 Beds
  • 6.5 Baths
  • 7,278 Sq Ft

  82 Sharpe Rd, Newton Center, MA 02459

  Built in 2021 by builder for his family, this exceptional home has superior craftsmanship, thoughtful design, and top of the line finishes. Highly sought-after street,short walk to OH MS, NSHS. 10-foot ceilings, oversized windows. Open-concept 1st floor with frplce, perfect for everyday living and entertaining. Custom-built German kitchen. One of the most unique features is separate 1,500 sq ft

  Natasha Amitan Natasha Amitan

  82 Sharpe Rd, Newton Center, MA 02459
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  /40

  $11,750,000

  • 7 Beds
  • 8.5 Baths
  • 16,369 Sq Ft

  15 Claridge Dr, Weston, MA 02493

  Set on 3.75 acres of beautifully landscaped grounds, this extraordinary Country Manor was designed by architect Thomas Catalano with landscape design by Morgan Wheelock. Positioned on a gentle slope overlooking sweeping lawns, the home offers a peaceful and private setting. The exterior blends finely finished stucco with Dolomitic limestone and Chelmsford granite, topped with a Vermont slate roof

  Dean Poritzky Engel & Völkers Wellesley

  15 Claridge Dr, Weston, MA 02493
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  /10

  $4,950,000

  • 5 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  0 Claremont St, Newton, MA 02458

  Construction is about to begin on this exceptional home in a private setting—an increasingly rare opportunity to own a residence designed by an internationally recognized, award-winning architect. The vision blends the timeless beauty of traditional architecture with the comfort and functionality of modern living. This respected local development team is known for investing in top architects,

  Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

  0 Claremont St, Newton, MA 02458
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  /42

  $3,875,000

  • 5 Beds
  • 3.5 Baths
  • 4,559 Sq Ft

  32 Pickwick Rd, West Newton, MA 02465

  Coveted location abutting Brae Burn Country Club, this stately Colonial retains classic bones with recent updates and minutes to renowned Peirce Elementary School. Gracious 11 room, 5 bedroom and 3.5 bath home with ideal floor plan blending open spaces with formal living. Tastefully renovated throughout. The first floor offers a sun splashed eat in Chef's kitchen, oversized Formal dining room

  Laura Schindler Berkshire Hathaway HomeServices Commonwealth Real Estate

  32 Pickwick Rd, West Newton, MA 02465
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  /12

  $6,995,000

  • 6 Beds
  • 9 Baths
  • 7,526 Sq Ft

  231 Westerly Rd, Weston, MA 02493

  Beautifully conceived and architecturally inspired contemporary NY barn-style home with endless upgrade options that range from golf simulator to sauna pool/ cabana/ heated driveway list goes on. In one of Weston’s most exclusive neighborhoods. Boasting 7500 +/- sf, 6-7 bedrooms and 7 full baths and 2 half baths this home was meticulously designed with an open floor plan, soaring walls of

  Alexander Benson Keller Williams Realty Boston South West

  231 Westerly Rd, Weston, MA 02493
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  /42

  $2,499,990

  • 5 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  50 Sterling Rd, Needham, MA 02492

  Beautiful custom Colonial built in 2016, situated on a corner lot and offering over 5,500 sf of thoughtfully designed living space. This 5-bedroom home features hardwood flooring throughout, an open-concept layout, and a two-car garage with EV charger. The chef’s kitchen includes granite countertops, center island, premium cabinetry, full-sized pantry closet, double wall oven, gas range, and

  John Willette Smith and Oak Real Estate Co.

  50 Sterling Rd, Needham, MA 02492
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  /38

  $2,650,000

  • 4 Beds
  • 3.5 Baths
  • 3,496 Sq Ft

  956 Walnut St Unit 3, Newton Highlands, MA 02461

  Welcome to The Residences at Four Corners, a collection of seven spacious townhomes in the Four Corners neighborhood of Newton Highlands. Crystal Lake, Whole Foods, village shops, Cold Spring Park, and Newton Centre are all nearby, and both the Newton Centre and Newton Highlands Green Line stops are an easy walk. Each home sits above a private heated parking level with direct access to an

  Ward Shifman Coldwell Banker Realty - Newton

  956 Walnut St Unit 3, Newton Highlands, MA 02461
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  /15

  $415,000

  • 1 Bed
  • 1 Bath
  • 1,038 Sq Ft

  1202 Greendale Ave Unit 124, Needham, MA 02492

  Welcome to Charles Court East condominiums. This oversized one bedroom unit (1038 sq. ft.) is one of the best value’s in Needham. Enjoy natural views from the oversized covered balcony. The unit recently received a major upgrade with a brand new central air-conditioning system. Condo fee includes heat, electric and central air conditioning! Enjoy all that Needham has to offer including shops,

  Richard C. Dore Hammond Residential Real Estate

  1202 Greendale Ave Unit 124, Needham, MA 02492
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  /37

  $899,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  971 Webster St, Needham, MA 02492

  Welcome to this updated and thoughtfully designed 3-bedroom, 2-bathroom colonial. Ideally located with convenient access to all major routes, this sun-filled home offers a perfect blend of classic detail and modern amenities. The inviting front porch leads to a newly renovated main level with high ceilings and an open-concept living and dining area featuring timeless architectural details. The

  Faina Shapiro Berkshire Hathaway HomeServices Page Realty

  971 Webster St, Needham, MA 02492
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  /39

  $7,200,000

  • 5 Beds
  • 7.5 Baths
  • 9,136 Sq Ft

  99 Baldpate Hill Rd, Newton Center, MA 02459

  This contemporary masterpiece embodies modern luxury—deceivingly understated from the front yet unfolding into a stunning four-level estate of architectural brilliance. Custom built with every imaginable feature, the home showcases 18+ rooms of exquisite craftsmanship and design. Step through grand double doors into a world of custom millwork, built-ins, and refined finishes. The main level is

  Samantha Stumpo Serhant

  99 Baldpate Hill Rd, Newton Center, MA 02459
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  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 2,322 Sq Ft

  25 Tolman St Unit 2, Waltham, MA 02453

  Sophisticated new construction 4-bed/3.5-bath townhome on the coveted Newton line features high-end finishes throughout. Chef's kitchen w quartz counters, plentiful cabinet space, premium SS appliances, & oversized island opens to formal dining area & sun-filled LR w fireplace. Laundry & half bath complete the main level. The primary suite is a serene retreat w spa-like tiled shower & a custom

  David Ladner RE/MAX Harmony

  25 Tolman St Unit 2, Waltham, MA 02453
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  /40

  $2,349,999

  • 5 Beds
  • 4.5 Baths
  • 4,404 Sq Ft

  32 Lantern Ln, Wellesley Hills, MA 02481

  A stunning 2022 custom built home offering over 4,400 square feet designed from the ground up for exceptional interior quiet. Step inside and the outside world falls away.The open layout features nine and a half foot ceilings, expansive windows, and a chef's kitchen with built-in refrigerator, double ovens, commercial cooktop, farmhouse sink, and oversized island. The living room includes a

  Jay Terada Coldwell Banker Realty - Brookline

  32 Lantern Ln, Wellesley Hills, MA 02481
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  $699,000

  • 2 Beds
  • 1 Bath
  • 1,564 Sq Ft

  133 Wellesley St, Weston, MA 02493

  Imagine restoring an iconic school house built in 1910! Set on .68 acres of upland meadow on land known as the Case Estates that the Town of Weston purchased from Harvard in 2016. This little gem located between the Barn and Rand House is awaiting its next chapter. Bring your creativity and ideas to this sunny property in the semi rural part of Weston's center, or get inspired with conceptual

  Chaplin Partners Compass

  133 Wellesley St, Weston, MA 02493
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  /29

  $850,000

  • 4 Beds
  • 1.5 Baths
  • 1,674 Sq Ft

  131 Wellesley St, Weston, MA 02493

  Looking for a project? Welcome to the Rand House set on 1.38 acres of land. This iconic Antique Colonial circa 1790 is part of the land known as the Case Estates that the Town of Weston purchased from Harvard in 2016. The property must be restored in accordance with the deed restriction from the Historic Commission. There is an expansion area to the existing footprint if an addition is desired.

  Chaplin Partners Compass

  131 Wellesley St, Weston, MA 02493
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  $850,000

  • 1 Bath
  • 3,614 Sq Ft

  135 Wellesley St, Weston, MA 02493

  Imagine the possibilities in repurposing Hillcrest Stables, the jewel of the Case Estates. Built in 1927, this gorgeous brick barn is built to last, with concrete and large timber providing many options for the next owner. West-facing walkout concrete and fieldstone lower level with three barn doors providing access for up to 6 cars. This site was previously owned by Harvard University’s Arnold

  Chaplin Partners Compass

  135 Wellesley St, Weston, MA 02493
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  $3,450,000

  • 4 Beds
  • 4.5 Baths
  • 7,195 Sq Ft

  24 Trailside Rd, Weston, MA 02493

  Experience where nature and tranquility converge. This unique home has direct access to town trails leading to the Weston Reservoir. Its striking stone and wood exterior enhanced by a gorgeous new cedar roof sets the tone for its warm and sophisticated interior. The living room stuns with soaring ceilings, exposed wood beams, and glass doors that open to a stone patio and exquisitely landscaped

  Mizner+ Montero Gibson Sotheby's International Realty

  24 Trailside Rd, Weston, MA 02493
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  $2,099,000

  • 4 Beds
  • 4.5 Baths
  • 4,265 Sq Ft

  70 Walker St Unit 1, Newtonville, MA 02460

  Classic Victorian architecture meets contemporary luxury in this fully renovated 4BR/4.5BA Newtonville townhome. A timeless Victorian exterior with stately front porch impress on the outside, while the fully modern interior feature amazing upscale finishes. Located in one of the best school districts in Massachusetts, enjoy unparalled convenience with direct access to Newtonville Village center

  Rose Hall Blue Ocean Realty, LLC

  70 Walker St Unit 1, Newtonville, MA 02460
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  /8

  $1,395,000

  • 2 Beds
  • 2 Baths
  • 1,217 Sq Ft

  975 Washington St Unit 107, Newton, MA 02460

  Introducing Cityside Condominium in highly coveted Newtonville locale! Finally, a development for owner-occupied living. Ideal for empty nesters and young professionals. Soon-to-be constructed development of 28 luxury units with underground parking. Featuring designer kitchens with quartz counters, Energy Star appliances, Kohler baths, Nine (9) foot ceilings, in-unit laundry, extensive green

  Cynthia Lanciloti Kraft Fine Homes

  975 Washington St Unit 107, Newton, MA 02460
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  $2,198,000

  • 5 Beds
  • 4.5 Baths
  • 3,925 Sq Ft

  1 Richard Rd, Natick, MA 01760

  This stunning NEW CONSTRUCTION home checks every box! Designed for versatile modern living, features include wide open floor plan with a seamless kitchen, dining & family room design at its heart. The chef's kitchen shines with seating for 6+ at the center island, huge walk-in pantry and Thermador stainless appliances including 36" natural gas range. The 1st floor en- suite offers ideal

  Steve Leavey Keller Williams Realty

  1 Richard Rd, Natick, MA 01760
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  $4,349,000

  • 6 Beds
  • 6.5 Baths
  • 7,185 Sq Ft

  8 Crestview Rd, Needham, MA 02492

  Set on a beautifully landscaped one-acre lot, this exceptional new construction home offers the prestige of the estate side of town with a rare sense of privacy and space. Spanning over 7,100 sq ft, the residence features 6 beds, 7.5 baths, and refined craftsmanship throughout. The chef’s kitchen includes top-of-the-line appliances, an oversized island, and a working pantry, opening to a

  Connor Gillen Keller Williams Realty

  8 Crestview Rd, Needham, MA 02492
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  /19

  $1,295,000

  • 4 Beds
  • 2.5 Baths
  • 3,065 Sq Ft

  6 Brewster Rd, Wayland, MA 01778

  Privately sited on a low-maintenance, wooded lot, 6 Brewster Rd., blends classic charm with a flexible floor plan for modern living. Three fireplaces create warmth and character, while seamless indoor-outdoor flow invites you to enjoy the tranquil surroundings. The versatile formal dining area—currently styled as a sitting room—pairs perfectly with a kitchen featuring generous cabinetry and a

  Peace Nguyen Engel & Völkers Wellesley

  6 Brewster Rd, Wayland, MA 01778
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  /27

  $4,195,000

  • 5 Beds
  • 5.5 Baths
  • 5,519 Sq Ft

  389 Grove St, Needham, MA 02492

  Set on exceptionally private acreage along the coveted Needham–Wellesley line, this reimagined estate offers rare scale, serenity, and sophistication. A comprehensive 2021 renovation transformed the home into a luxurious yet welcoming retreat, designed for both everyday living and refined entertaining. The heart of the home is the true chef’s kitchen with intentional, top-of-the-line finishes,

  Berlin Levin Team Coldwell Banker Realty - Wellesley

  389 Grove St, Needham, MA 02492
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  /27

  $1,380,000

  • 3 Beds
  • 3.5 Baths
  • 2,254 Sq Ft

  6 Elm St Unit 6, Newton, MA 02465

  A brand-new townhome perfectly blend contemporary design with exceptional functionality, offering a lifestyle that is both stylish & practical. Designed with today’s discerning buyers in mind, each home provides the ideal balance of comfort, convenience, & modern living. High-end finishes include a modern kitchen with panelized Fisher & Paykel appliances, sleek hardwood floors. Unit 6 is

  Esin Susol Team William Raveis R. E. & Home Services

  6 Elm St Unit 6, Newton, MA 02465
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  $1,450,000

  • 2 Beds
  • 2.5 Baths
  • 2,552 Sq Ft

  19 Oakland Ave Unit 19, Needham, MA 02492

  Impressive renovation of newly constructed interior offers a luxurious residence @ The Highlands. The design showcases amazing aesthetics and incorporates top tier materials throughout. The culinary space is indicative of the sophisticated design featuring elegant shaker cabinets, quartz counters & high-end stainless steel appliances. An abundance of cabinetry along w/ a generously sized kitchen

  Pamela Condon Louise Condon Realty

  19 Oakland Ave Unit 19, Needham, MA 02492
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  /23

  $2,485,000

  • 5 Beds
  • 4 Baths
  • 4,563 Sq Ft

  23 Covered Bridge Ln, Wayland, MA 01778

  Welcomed by a beautiful covered bridge, this 2016 modern farmhouse offers over 4,500 SF of living space on a private, half-acre lot. The elegant open floor plan features 10-foot ceilings and tall windows that flood the home with natural light. A gourmet kitchen, boasting Thermador appliances, quartzite countertops, and an oversized island, walks out directly to a level backyard and stone paver

  Gina Anderson MGS Group Real Estate LTD - Wellesley

  23 Covered Bridge Ln, Wayland, MA 01778
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  /37

  $2,299,000

  • 5 Beds
  • 4.5 Baths
  • 4,100 Sq Ft

  16-18 Josselyn Place Unit 16, Newton, MA 02461

  Experience elevated living at 16 Josselyn Place, ideally situated in one of Newton’s most desirable neighborhoods. This exquisite townhome seamlessly blends timeless architectural charm w/ refined high-end finishes. Step into open concept living w/ soaring 10-foot ceilings, rich hardwood floors & generously scaled rooms. The sophisticated chef’s kitchen features top-of-the-line cabinetry &

  Christine Goldstein Lyv Realty

  16-18 Josselyn Place Unit 16, Newton, MA 02461
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  $1,445,000

  • 5 Beds
  • 4.5 Baths
  • 3,435 Sq Ft

  385 Hillside Ave, Needham Heights, MA 02494

  Sun-filled and turnkey, this newer-construction townhome offers exceptional space in the heart of Needham Heights—one block to the train and moments to shops, Rosemary Pool, and restaurants. Five bedrooms and four-and-a-half baths provide generous living space. The main level features a flexible office or guest bedroom with ensuite bath, dining room with wainscoting and crown moulding, and a

  Kelly Morales Peridot Properties LLC

  385 Hillside Ave, Needham Heights, MA 02494
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  $1,650,000

  • 3 Beds
  • 3.5 Baths
  • 2,987 Sq Ft

  48 Taylor St, Needham Heights, MA 02494

  Discover the remarkable possibilities in this Spacious and versatile expanded ranch offers endless potential on a rare half-acre lot in a sought-after Needham neighborhood. The open floor plan features a welcoming living room with fireplace, a bright kitchen, and a family room with vaulted ceilings, skylights, a second fireplace, and sliders to an expansive deck overlooking a large private yard.

  Nedaa Faisal William Raveis R. E. & Home Services

  48 Taylor St, Needham Heights, MA 02494
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  /37

  $1,445,000

  • 5 Beds
  • 4.5 Baths
  • 3,435 Sq Ft

  385 Hillside Ave Unit 385, Needham Heights, MA 02494

  Sun-filled and turnkey, this newer-construction townhome offers exceptional space in the heart of Needham Heights—one block to the train and moments to shops, Rosemary Pool, and restaurants. Five bedrooms and four-and-a-half baths provide generous living space. The main level features a flexible office or guest bedroom with ensuite bath, dining room with wainscoting and crown moulding, and a

  Kelly Morales Peridot Properties LLC

  385 Hillside Ave Unit 385, Needham Heights, MA 02494
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  /23

  $2,850,000 Open Sun 11AM - 12PM

  • 5 Beds
  • 4.5 Baths
  • 4,370 Sq Ft

  18 Moffat Rd, Waban, MA 02468

  Ideally located in Waban on a lush, beautifully landscaped lot, this exquisite brick residence is magnificent. The entry welcomes you with an oversized living room featuring a beamed ceiling, fireplace, and adjoining family room and office. The dining room, with original details, opens to a renovated kitchen with top-of-the-line appliances, custom cabinetry, island, Carrera counter tops and

  Debby Belt Hammond Residential Real Estate

  18 Moffat Rd, Waban, MA 02468
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  /22

  $525,000

  • 1 Bed
  • 1 Bath
  • 1,050 Sq Ft

  280 Boylston St Unit 713, Chestnut Hill, MA 02467

  Renovated to perfection, this 1-bedroom, 1 full bath home is completely turn-key and gorgeous! Conveniently located at Imperial Towers in Chestnut Hill, the professionally managed building offers a Concierge, heated seasonal pool, new fitness center, clubroom, library, beautiful lobby, EV charing station, extra storage and on-site management. One deeded parking spot and close to restaurants,

  Betsy Kessler Rutledge Properties

  280 Boylston St Unit 713, Chestnut Hill, MA 02467
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  /24

  $489,000

  • 1 Bed
  • 1 Bath
  • 1,060 Sq Ft

  280 Boylston St Unit 804, Chestnut Hill, MA 02467

  Come bring your personal touch to this sun-filled 1-bedroom, 1-bath unit at Imperial Towers in Chestnut Hill. Situated on the 8th floor this condo has a terrific view and great bones! Located in the heart of Chestnut Hill, this Concierge building features a heated seasonal pool, new fitness center, clubroom, beautiful lobby, library, EV Charging Station, extra storage and on-site management.

  Betsy Kessler Rutledge Properties

  280 Boylston St Unit 804, Chestnut Hill, MA 02467
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  /15

  $1,885,000

  • 4 Beds
  • 4.5 Baths
  • 3,325 Sq Ft

  134 Hillside Ave Unit 134, Needham, MA 02494

  Beautiful new town house with top of the line finishes and a privately situated fenced in yard. Conveniently located in Needham Heights and within walking distance of shops, restaurants, and train. 4/5 bedrooms and 4.5 baths. Large lower level playroom with full bath. Third floor office or fifth bedroom with a full bath. Large primary bedroom with a full bath and walk in shower. Ample closet and

  Derek Greene The Greene Realty Group

  134 Hillside Ave Unit 134, Needham, MA 02494
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  /12

  $3,300,000

  • 1 Bed
  • 1.5 Baths
  • 3,300 Sq Ft

  20 Kinmonth Rd Unit 4, Newton, MA 02468

  1031 exchange buyers and investors looking for the perfect investment. 4 brand new condos in Waban Ma. All rented brings in $223,800 per year. Buying all four units will be $800,000 less than past individual sales.

  William Montero Gibson Sotheby's International Realty

  20 Kinmonth Rd Unit 4, Newton, MA 02468
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  /42

  $7,598,000

  • 6 Beds
  • 10 Baths
  • 9,000 Sq Ft

  56 Cart Path Rd, Weston, MA 02493

  Exquisite cape colonial estate in Weston’s golf club area. Perfect location on 2.85 acres in Weston's top neighborhood. Two floor grand foyer opens to the coffered great room, drenched in light from the floor to ceiling windows and the patio doors, which open out to the massive deck overlooking the large, flat, private back yard, while the grand fireplace and custom millwork impress. Large chef’s

  Rose Hall Blue Ocean Realty, LLC

  56 Cart Path Rd, Weston, MA 02493
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  /30

  $2,800,000

  • 5 Beds
  • 3 Baths
  • 5,328 Sq Ft

  169 Hickory Rd, Weston, MA 02493

  Rarely available, this beautifully updated contemporary home is set on over 1.4 acres in one of Weston’s premier South Side neighborhoods. Bathed in natural light and offering exceptional privacy, the property is surrounded by mature landscaping, gardens, a pool, fieldstone walls, and inviting patios that create a peaceful setting. Thoughtfully renovated with quality finishes throughout, the

  Dean Poritzky Engel & Völkers Wellesley

  169 Hickory Rd, Weston, MA 02493
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  /29

  $739,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 2.5 Baths
  • 2,376 Sq Ft

  16 Coltsway Unit 16CW, Wayland, MA 01778

  Effortless living meets modern design in this fully renovated 2-bedroom + dedicated home office residence, tucked at the end of a quiet cul-de-sac and surrounded by conservation land. With over 2,200 sq ft of light-filled space, this move-in-ready home suits today’s work-from-home lifestyle .A sleek quartz kitchen opens to a private deck with wooded views, while the expansive living room with

  Donna Scott Group Coldwell Banker Realty - Wellesley

  16 Coltsway Unit 16CW, Wayland, MA 01778

Showing Results 41 - 80, Page 2 of 4